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HRID 1522610Erstellt: 26. Oktober 2026

Cesium carbonate → 7-iodo-1-(2-methoxyethyl)-1H-pyrazolo[4,3-b]pyridine

https://huagongshe.com/reaction/1522610

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt2-Bromoethyl methyl etherHCID 80972—
EduktHCID 178506553HCID 178506553—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelAcetonitrile--water (1/1)HCID 18373917—
Produkt7-iodo-1-(2-methoxyethyl)-1H-pyrazolo[4,3-b]pyridineHCID 6747043924,25%
Produkt7-iodo-2-(2-methoxyethyl)-2H-pyrazolo[4,3-b]pyridineHCID 8670436724,25%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

7-Iodo-2H-pyrazolo[4,3-b]pyridine (100 mg, 0.408 mmol), 1-bromo-2-methoxyethane (56.7 mg, 0.408 mmol) and cesium carbonate (266 mg, 0.816 mmol) were combined in DMF (5 mL). The mixture was heated at 120° C. for 1 hour, then cooled and purified by preparative HPLC using a Phenomenex Gemini Prep 5 μm C18, 75×30 mm column eluting with a gradient of 20-70% 10 mmol NH4HCO3 in 20/80 (v/v) water/acetonitrile in 10 mmol NH4HCO3 in water to give 7-iodo-2-(2-methoxyethyl)-2H-pyrazolo[4,3-b]pyridine (30 mg, 24.25% yield) and 7-iodo-1-(2-methoxyethyl)-1H-pyrazolo[4,3-b]pyridine (30 mg, 24.25% yield). MS [M+H] found 304.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09073918B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-bf54db48e38744b3a439fb46618bb5f7
Quellennotizuspto-grants-2015_07